title: C-(α-d-Glucopyranosyl)-phenyldiazomethanes-irreversible inhibitors of α-glucosidase.
abstract: Several C-(α-d-glucopyranosyl)-phenyldiazomethanes, with different substituent groups at the para-position of the phenyl ring, were prepared. The stabilities of these diazo compounds were investigated through NMR and UV monitoring. The para-cyano substituted diazo compound was found to be stable in neutral media (pH 7.0 buffer) and could be isolated. Inhibitory activity investigations indicated that this compound is an irreversible inhibitor against α-glucosidase from Saccharomyces cerevisiae.
authors.affiliation: Fachbereich Chemie, Universität Konstanz, Fach 725, D-78457 Konstanz, Germany.
authors.forename: Yiqun
authors.initials: Y
authors.lastname: Geng
authors.forename: Amit
authors.initials: A
authors.lastname: Kumar
authors.forename: Hassan M
authors.initials: HM
authors.lastname: Faidallah
authors.forename: Hassan A
authors.initials: HA
authors.lastname: Albar
authors.forename: Ibrahim A
authors.initials: IA
authors.lastname: Mhkalid
authors.forename: Richard R
authors.initials: RR
authors.lastname: Schmidt
mesh_terms: D003979:Diazonium Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000378:metabolism; D065089:Glycoside Hydrolase Inhibitors; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D011485:Protein Binding; D012441:Saccharomyces cerevisiae / Q000201:enzymology; D000520:alpha-Glucosidases / Q000378:metabolism
chemical_list: D003979:Diazonium Compounds; D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors; C035176:benzenediazonium; D000520:alpha-Glucosidases
keywords: Carbohydrate; Diazo compounds; Irreversible inhibition; Synthesis; α-Glucosidase